Imino ene reactions in organic synthesis

R. M. Borzilleri, S. M. Weinreb

Research output: Contribution to journalReview article

90 Scopus citations

Abstract

During the last decade the ene reaction has achieved wide recognition as a powerful carbon-carbon bond forming method in synthetic organic chemistry. The imino ene reaction, however, is still a relatively rare transformation despite its potential for preparation of nitrogen heterocycles and in alkaloid total synthesis. This review describes mechanistic aspects of the imino ene reaction and illustrates a number of synthetic applications of this versatile process. The details of inter- and intramolecular imino ene reactions involving N-alkyl, N-acyl, and N-sulfonyl imines or iminium ions are presented with particular emphasis on the regio- and stereochemical issues accompanying these processes. A discussion of retro imino ene reactions is also included.

Original languageEnglish (US)
Pages (from-to)347-360
Number of pages14
JournalSynthesis
Issue number4
DOIs
StatePublished - 1995

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Imino ene reactions in organic synthesis'. Together they form a unique fingerprint.

  • Cite this

    Borzilleri, R. M., & Weinreb, S. M. (1995). Imino ene reactions in organic synthesis. Synthesis, (4), 347-360. https://doi.org/10.1055/s-1995-3934